3-Bromopyridine → 4-(4-Phenylpiperidin-1-yl)pyridine

HRID 1340478Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1340478
Brc1cccnc1.c1ccc(C2CCNCC2)cc1>COc1c(C(C)(C)C)cc(P(c2cc(C(C)(C)C)c(OC)c(C(C)(C)C)c2)c2ccc3c(c2-c2c(P(c4cc(C(C)(C)C)c(OC)c(C(C)(C)C)c4)c4cc(C(C)(C)C)c(OC)c(C(C)(C)C)c4)ccc4c2OCO4)OCO3)cc1C(C)(C)C.CC(C)(C)[O-].[Na+].CS(C)=O.CS(C)=O.CS(C)=O.CS(C)=O.CS(C)=O>Cn1c(=O)c2c(ncn2C)n(C)c1=O.c1ccc(C2CCN(c3cccnc3)CC2)cc1.c1ccc(C2CCN(c3ccncc3)CC2)cc1

Komponenten

8

Edukt 2

HCID 122863-BromopyridineHCID 698734-Phenylpiperidine

Produkt 3

HCID 2519CaffeineHCID 1223802233-(4-Phenyl-1-piperidinyl)pyridineAusbeute 18,615 %HCID 1398883374-(4-Phenylpiperidin-1-yl)pyridineAusbeute 18,681 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23676156Sodium t-butoxideReagenzHCID 111941924,4'-Bi-1,3-benzodioxole-5,5'-diylbis{bis[4-methoxy-3,5-bis(2-methyl-2-propanyl)phenyl]phosphine}KatalysatorHCID 679Dimethyl SulfoxideLösungsmittel5×

Reaktionsbedingungen

Temperatur
30 °C

Aufarbeitung

  1. customThe foil sealing tape was removed from the plate.
  2. addition3 μL of a 0.0667 M solution of caffeine in DMSO was added to each reaction well using an SPT Labtech Mosquito® liquid handling robot
  3. filtrationThe plates were then centrifuged for 15 to 20 seconds. · liquid-Phase beibehalten
  4. aliquotFollowing centrifugation, 500 nL of the resultant mixture from each well was carefully dispensed into four 384-well analytical plates (Analytical Sales # 38435) using an SPT Labtech Mosquito® liquid handling robot. Each well of these analytical plates contained 30 μL of DMSO with 0.1% acetic acid, pre-dosed by OpenTrons, to facilitate analysis.

Quellen und Nachweise

ORD-Eintrag
ord-7d3847c85ba84a8da604f09c57cd1f1a
Quelldatensatz
High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Originallink
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